(4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol → 4-Chloro-2-(methylsulfanyl)pyrimidine-5-carbaldehyde

HRID 79138

Reaktionsgleichung

Reaktionsgleichung von HRID 79138
[Cl:1][C:2]1[C:7]([CH2:8][OH:9])=[CH:6][N:5]=[C:4]([S:10][CH3:11])[N:3]=1>C(Cl)(Cl)Cl.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[C:7]([CH:8]=[O:9])=[CH:6][N:5]=[C:4]([S:10][CH3:11])[N:3]=1

Komponenten

4

Edukt 1

HCID 59419388(4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol

Produkt 1

HCID 594193864-Chloro-2-(methylsulfanyl)pyrimidine-5-carbaldehydeAusbeute 82,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

Manganese(IV) oxide, <5 micron, activated (38.1 g, 439 mmol) was added to a solution of compound 223 (16.73 g, 87.8 mmol) in chloroform (800 mL). The reaction was stirred overnight, filtered through Celite, and the filtrate was concentrated in vacuo to yield compound 224 (13.7 g, 82.8% yield). 1H NMR (500 MHz, CDCl3) δ 10.31 (s, 1 H) 8.88 (s, 1 H) 2.65 (s, 2 H) ppm.

Aufarbeitung

  1. filtrationfiltered through Celite
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8ade62ae47844b1b97a849fa3f1c3b66
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841312B2

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